Ligand profile

CHEMBL1379611

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₂₄H₂₃NO₆

pchembl 6.85 ~141.3 nM

Mol. weight 421.45 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1379611
UniProt (similar protein): A8B2U2
pchembl: 6.850 (~141.3 nM)
Target protein: HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 421.45 Da

LogP (Crippen) 3.02

H-bond donors 0

H-bond acceptors 7

TPSA 89.98 Å²

Rotatable bonds 6

Aromatic rings 1 / 4

Heavy atoms 31

Fraction sp³ C 0.33

Formula C₂₄H₂₃NO₆

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 90.0
−1 ≤ LogP ≤ 5 3.02

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 421.4
LogP ≤ 5 3.02
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 90.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COC(=O)CCC(=O)OC1(C)C(=O)C=C2C=C(C3CC3)N(c3ccccc3)C=C2C1=O

InChI

InChI=1S/C24H23NO6/c1-24(31-22(28)11-10-21(27)30-2)20(26)13-16-12-19(15-8-9-15)25(14-18(16)23(24)29)17-6-4-3-5-7-17/h3-7,12-15H,8-11H2,1-2H3

InChIKey

APYICMOLMSJJTH-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Activity: Inconclusive
Binding sites: PF01116

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL1379611 →
UniProt UniProt A8B2U2 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1379611”) →

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00165.

PDB 6

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)